Highly efficient synthesis of [3]rotaxane assisted by preorganisation of pseudorotaxane using bis(crown ether)s
Use this link to cite this item : http://ir.lib.hiroshima-u.ac.jp/00030880
ID | 30880 |
file | |
creator |
Iwamoto, Hajime
Yawata, Yukimi
Fukazawa, Yoshimasa
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subject | [3]rotaxane
preorganisation
bis(crown ether)
olefin metathesis
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NDC |
Chemistry
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abstract | The tether-assisted synthesis of [3]rotaxane by olefin metathesis has been studied in detail. Bis(crown ether)s, in which two crown ethers are connected by a linker, were threaded onto ammonium salts bearing a terminal olefin to form pseudorotaxanes. The pseudorotaxanes were converted into tethered rotaxanes in the presence of Grubbs catalyst, followed by removal of the linkers to produce [3]rotaxanes in excellent yields. Preorganisation of the two reactive ends has led to a great improvement in the yield of [3]rotaxanes. The ring strain of the tethered rotaxanes and the flexibility of the pseudorotaxanes were responsible for the formation of the tethered rotaxanes.
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journal title |
Supramolecular Chemistry
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volume | Volume 22
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issue | Issue 11-12
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start page | 815
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end page | 826
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date of issued | 2010-11
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publisher | Taylor & Francis Ltd
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issn | 1061-0278
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ncid | |
publisher doi | |
language |
eng
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nii type |
Journal Article
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HU type |
Journal Articles
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DCMI type | text
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format | application/pdf
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text version | author
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rights | Copyright (c) 2010 Taylor & Francis. This is an electronic version of an article published in "Supramolecular Chemistry, Volume 22, Issue 11 & 12 November 2010, pages 815 - 826" Disability and Rehabilitation is available at: http://dx.doi.org/10.1080/10610278.2010.514611
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relation url | |
department |
Graduate School of Science
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